Gregory Homes with Jackson County High School

Welcome to Gregory, a charming subdivision nestled in the heart of Pleasant Shade, Tennessee, within the picturesque Jackson County. This hidden gem offers a perfect blend of serene country living and convenient access to modern amenities, making it an ideal choice for families, retirees, and anyone seeking a peaceful lifestyle.

Homes in Gregory are designed with comfort and style in mind, featuring spacious layouts, contemporary finishes, and beautiful outdoor spaces that invite relaxation. With a variety of designs and sizes, there’s something for everyone, whether you’re looking for a cozy starter home or a more expansive residence for your growing family. Many properties boast stunning views of the surrounding landscapes, allowing residents to bask in the natural beauty that Jackson County has to offer.

One of the standout features of Gregory is its proximity to Jackson County High School, ensuring that families have access to quality education just a short drive away. This close-knit community values education and provides a supportive environment for students to thrive.

In addition to its educational advantages, Pleasant Shade offers a wealth of recreational opportunities. Residents can enjoy hiking, fishing, and exploring the nearby lakes and parks, all while relishing the peaceful ambiance of rural living. Whether you’re sipping your morning coffee on the porch or taking a leisurely stroll through the neighborhood, you’ll quickly fall in love with the charm and warmth of Gregory.

Discover your dream home in Gregory, where community spirit and natural beauty come together to create a truly inviting place to live. Come and experience the magic of Pleasant Shade today!

Newest Gregory Homes with Jackson County High School

$54,900

3217504 MLS ⋅ ACTIVE Status ⋅ 1.77 Acres ⋅ 37145 Zip Code

Lakefront!! Check out this wonderful opportunity to purchase beautiful property located on Wartrace Hwy in Pleasant Shade, TN! This tract of land consists of 1.77 acres, adjoining the Corp property on the Cumberland River/Cordell Hull Lake! Enjoy the country setting while still being within close proximity to town and many other locations. 9 miles to Gainesboro - 29 miles to Cookeville - 2 miles to Wartrace Creek Park - 12 miles to Defeated Creek Campground - 11 miles to Roaring River Park. Property is soils tested for septic and has city water, electricity and high speed internet available. New survey- Light restrictions. Perfect property for that dream home or weekend getaway.

929 Wartrace Hwy, Pleasant Shade

$54,900

3217507 MLS ⋅ ACTIVE Status ⋅ 1.38 Acres ⋅ 37145 Zip Code

Lakefront!! Check out this wonderful opportunity to purchase beautiful property located on Wartrace Hwy in Pleasant Shade, TN! This tract of land consists of 1.38 acres, adjoining the Corp property on the Cumberland River/Cordell Hull Lake! Enjoy the country setting while still being within close proximity to town and many other locations. 9 miles to Gainesboro - 29 miles to Cookeville - 2 miles to Wartrace Creek Park - 12 miles to Defeated Creek Campground - 11 miles to Roaring River Park. Property is soils tested for septic and has city water, electricity and high speed internet available. New survey- Light restrictions. Perfect property for that dream home or weekend getaway.

939 Wartrace Hwy, Pleasant Shade

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Information Is Believed To Be Accurate But Not Guaranteed. Some or all listings may or may not be listed by the office/agent presenting these featured properties. Copyright 2026 MTRMLS, Inc. RealTracs Solutions.